Give equations for the formation and hydrogenolysis
of glutamine...

Question

Give equations for the formation and hydrogenolysis 
of glutamine benzyl ester.

Accepted Answer

Hey everyone, let's do this problem. It says give the equations for the following reactions formation of pro lean. Benzoyl ester and its hydrogen analysis. Well, for pro lean Benzoyl ester, we know this Esther is just going to have both groups on either side of an oxygen atom. Right? We know Benzel is just like a benzene ring. So let's draw praline. Pro lean, pro lean, pro lean pro any dolly Parton fans out there. So pro Lien notice has an amino group and also this car box silic acid group. So this is an amino acid and sort of like a mono functional carb oxalic acid and amino acid can be verified by treatment with a large excess of an alcohol and an acid catalyst. So let's draw that little formula, amino acid plus excess alcohol plus acid catalyst equals verification. Okay, under these acidic conditions though, the amino group is going to be present in its protein ated form amino group, Pruden ated. And so that happens so that it doesn't interfere with the verification. Okay, esters of amino acids are often used as protected derivatives to prevent the car box a group from reacting in some undesired manner. Okay, so let's use this little formula and draw out the first part of our reaction part A So we'll have our pro line except that amino group will be pro nated. So it'll be NH two plus and we'll have Oh minus here and we have we want to have an excess of alcohol. Well, which alcohol should we use if we're forming praline, Benzel Eszter, let's use Benzel alcohol. And for our acidic catalyst we'll use H. C. O. Alright, so that will form our Esther. So on the other side of R. O. Group or our oxygen atom, rather we have our Benzel group and that is our pro lean benzoyl ester. So as we said, this is used as a protecting group. And Benzel esters are particularly useful as protecting groups because they can be removed either by acidic hydraulic ISIS or by neutral hydrogen hydrogen analysis, which is the breaking apart by the addition of hydrogen catalytic hydrogenation. Cleaves the benzoyl ester converting the benzoyl group to tell you in and leaving the deep protected amino acid. Okay, so we're going to have those two products. So we're adding hydrogen and it's catalytic hydrogenation. So we can have palladium as our catalyst. And we said we will form oops, basically our pro line where we started and then we cleave this bond and form to Halloween. That's ugly. All right. And that gives a to be the correct answer for this problem. That's it for this one. I hope this video is helpful. And thanks for watching

Give equations for the formation and hydrogenolysis of glutamine benzyl ester.

Watch next